Silver-Promoted Oxidative Cyclization of 1,6-Enynes: Highly Regioselective Synthesis of Phosphorated Fluorene Derivatives

A silver-promoted oxidative cyclization of 1,6-enynes with disubstituted phosphine oxides is developed for the synthesis of fluorene derivatives. The reaction proceeds with high regioselectivity by constructing one C–P bond and two C–C bonds in one step. Moreover, reduction of the pentavalent phosph...

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Bibliographic Details
Published in:Organic letters 2014-11, Vol.16 (21), p.5616-5619
Main Authors: Zhou, Zhao-Zhao, Jin, Dong-Po, Li, Lian-Hua, He, Yu-Tao, Zhou, Ping-Xin, Yan, Xiao-Biao, Liu, Xue-Yuan, Liang, Yong-Min
Format: Article
Language:English
Subjects:
Alkynes - chemistry
Catalysis
Cyclization
Fluorenes - chemical synthesis
Fluorenes - chemistry
Molecular Structure
Oxidation-Reduction
Phosphines - chemistry
Silver - chemistry
Stereoisomerism
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Summary:A silver-promoted oxidative cyclization of 1,6-enynes with disubstituted phosphine oxides is developed for the synthesis of fluorene derivatives. The reaction proceeds with high regioselectivity by constructing one C–P bond and two C–C bonds in one step. Moreover, reduction of the pentavalent phosphine enlarges the application scope of the product.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol502397f